3-Furancarboxylic acid, 5-methyl-2-phenyl-, ethyl ester → 5-Methyl-2-phenylfuran-3-carboxylic acid

HRID 2398665Notes

Reaction equation

HRID 2398665 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[C:4]([C:13]([O:15]CC)=[O:14])[CH:3]=1>[OH-].[Na+].C(O)C>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[C:4]([C:13]([OH:15])=[O:14])[CH:3]=1

Participants

4

Reactant 1

HCID 100597273-Furancarboxylic acid, 5-methyl-2-phenyl-, ethyl ester

Product 1

HCID 7610205-Methyl-2-phenylfuran-3-carboxylic acid

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

Saponification of 0.5 g of the ester was accomplished by refluxing 12 hours in 10 ml of 25% aqueous sodium hydroxide and 5 ml of ethanol. Acidification precipitated the crude acid, which was recrystallized from water-ethanol to give 5-methyl-2-phenyl-3-furoic acid, mp 146°-147.5° C.

Workup

  1. customAcidification precipitated the crude acid, which
  2. customwas recrystallized from water-ethanol

Sources & evidence

ORD record
ord-51024104c9c6412fa0774d943abb5260
Source dataset
uspto-grants-1977_05
Patent number
US04025537

Reaction notes

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